Title

Novel amphiphiles for pH-sensitive liposomes with trans-2-aminocyclohexanol-based conformational switch and the simplified models thereof

Document Type

Conference Presentation

Department

Chemistry

Conference Title

243rd American Chemical Society (ACS) National Meeting & Exposition

Organization

American Chemical Society (ACS)

Location

San Diego, CA

Conference Dates

March 25-March 29, 2012

Date of Presentation

3-26-2012

Abstract

We suggested recently a novel type of pH-sensitive delivery system, "fliposomes", which contain trans-2-aminocyclohexanol-based amphiphiles that perform a conformational flip and trigger an instant cargo release in acidic media. A series of new “flipids” has been synthesized, and a good correlation between their conformational switch and the leakage of flipsomes has been observed. The diethyl esters of similar structure were shown to be good models for prediction of the flipids' conformational behavior.

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